benzoic acid 2-[3-{3-[4-(1-methoxycarbonyl-1-methylethoxy)phenyl]propyl}-1-(4-methylbenzyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl]ethyl ester | 623176-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzoic acid 2-[3-{3-[4-(1-methoxycarbonyl-1-methylethoxy)phenyl]propyl}-1-(4-methylbenzyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl]ethyl ester
• 英文别名: 2-[3-[3-[4-(1-Methoxy-2-methyl-1-oxopropan-2-yl)oxyphenyl]propyl]-1-[(4-methylphenyl)methyl]-5-oxo-1,2,4-triazol-4-yl]ethyl benzoate
• CAS: 623176-92-1
• 化学式: C₃₃H₃₇N₃O₆
• 分子量: 571.673
• InChiKey: MLHUJFSCIACXRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  97.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzoic acid 2-[3-{3-[4-(1-methoxycarbonyl-1-methylethoxy)phenyl]propyl}-1-(4-methylbenzyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl]ethyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以95%的产率得到2-(4-{3-[4-(2-Hydroxy-ethyl)-1-(4-methyl-benzyl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]-propyl}-phenoxy)-2-methyl-propionic acid
  参考文献：
  名称：

  Design and Synthesis of a Potent and Selective Triazolone-Based Peroxisome Proliferator-Activated Receptor α Agonist

  摘要：

  A new series of hPPARalpha agonists containing a 2,4-dihydro-3H-1,2,4-triazol-3-one (triazolone) core is described leading to the discovery of 5 (LY518674), a highly potent and selective PPARalpha agonist.

  DOI：

  10.1021/jm034173l
• 作为产物：
  描述：

  2-(4-{3-[4-(2,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]propyl}phenoxy)-2-methylpropionic acid 在 硫酸 、 氢溴酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 benzoic acid 2-[3-{3-[4-(1-methoxycarbonyl-1-methylethoxy)phenyl]propyl}-1-(4-methylbenzyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl]ethyl ester
  参考文献：
  名称：

  Design and Synthesis of a Potent and Selective Triazolone-Based Peroxisome Proliferator-Activated Receptor α Agonist

  摘要：

  A new series of hPPARalpha agonists containing a 2,4-dihydro-3H-1,2,4-triazol-3-one (triazolone) core is described leading to the discovery of 5 (LY518674), a highly potent and selective PPARalpha agonist.

  DOI：

  10.1021/jm034173l

文献信息

• Design and Synthesis of a Potent and Selective Triazolone-Based Peroxisome Proliferator-Activated Receptor α Agonist
  作者：Yanping Xu、Daniel Mayhugh、Ashraf Saeed、Xiaodong Wang、Richard C. Thompson、Samuel J. Dominianni、Raymond F. Kauffman、Jaipal Singh、James S. Bean、William R. Bensch、Robert J. Barr、John Osborne、Chahrzad Montrose-Rafizadeh、Richard W. Zink、Nathan P. Yumibe、Naijia Huang、Debra Luffer-Atlas、Deepa Rungta、Dale E. Maise、Nathan B. Mantlo

  DOI：10.1021/jm034173l

  日期：2003.11.1

  A new series of hPPARalpha agonists containing a 2,4-dihydro-3H-1,2,4-triazol-3-one (triazolone) core is described leading to the discovery of 5 (LY518674), a highly potent and selective PPARalpha agonist.